Biphalin analogs containing β3-homo-amino acids at the 4,4′ positions: Synthesis and opioid activity profiles
In this paper we present the synthesis and biological properties of new biphalin α,β-hybrides, modified in position 4,4′ with β3-homo-amino acids containing hydrazine and 1,2-phenylenediamine linkers. Competitive receptor binding assay shows that analog (Tyr-d-Ala-Gly-β3-h-p-NO2PheNH)2 and (Tyr-d-Al...
Ausführliche Beschreibung
Gespeichert in:
| Autor*in: |
Frączak, Oliwia [verfasserIn] |
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| Format: |
E-Artikel |
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| Sprache: |
Englisch |
| Erschienen: |
2015transfer abstract |
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| Schlagwörter: |
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| Umfang: |
6 |
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| Übergeordnetes Werk: |
Enthalten in: Lag projective synchronization of fractional-order delayed chaotic systems - Zhang, Weiwei ELSEVIER, 2018, an international journal, Amsterdam [u.a.] |
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| Übergeordnetes Werk: |
volume:66 ; year:2015 ; pages:13-18 ; extent:6 |
| Links: |
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| DOI / URN: |
10.1016/j.peptides.2015.02.004 |
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| 520 | |a In this paper we present the synthesis and biological properties of new biphalin α,β-hybrides, modified in position 4,4′ with β3-homo-amino acids containing hydrazine and 1,2-phenylenediamine linkers. Competitive receptor binding assay shows that analog (Tyr-d-Ala-Gly-β3-h-p-NO2PheNH)2 and (Tyr-d-Ala-Gly-β3-h-p-NO2Phe)2-1,2-phenylenediamine are the most active peptides and slightly μ or δ selective respectively. Structural analysis of analogs with hydrazine and 1,2-phenylenediamine bridges shows high similarity with topographical locations and distances between functional groups of both hybridized pharmacophores. (Tyr-d-Ala-Gly-β3-h-p-NO2PheNH)2 produced greater antinociceptive effect compared to biphalin and morphine after i.t. administration. | ||
| 520 | |a In this paper we present the synthesis and biological properties of new biphalin α,β-hybrides, modified in position 4,4′ with β3-homo-amino acids containing hydrazine and 1,2-phenylenediamine linkers. Competitive receptor binding assay shows that analog (Tyr-d-Ala-Gly-β3-h-p-NO2PheNH)2 and (Tyr-d-Ala-Gly-β3-h-p-NO2Phe)2-1,2-phenylenediamine are the most active peptides and slightly μ or δ selective respectively. Structural analysis of analogs with hydrazine and 1,2-phenylenediamine bridges shows high similarity with topographical locations and distances between functional groups of both hybridized pharmacophores. (Tyr-d-Ala-Gly-β3-h-p-NO2PheNH)2 produced greater antinociceptive effect compared to biphalin and morphine after i.t. administration. | ||
| 650 | 7 | |a β3-Homo-amino acids |2 Elsevier | |
| 650 | 7 | |a Antinociceptive potency |2 Elsevier | |
| 650 | 7 | |a Opioid peptides |2 Elsevier | |
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| 650 | 7 | |a Biphalin analogs |2 Elsevier | |
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| 700 | 1 | |a Lipkowski, Andrzej W. |4 oth | |
| 700 | 1 | |a Olma, Aleksandra |4 oth | |
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10.1016/j.peptides.2015.02.004 doi GBVA2015007000029.pica (DE-627)ELV023435291 (ELSEVIER)S0196-9781(15)00043-1 DE-627 ger DE-627 rakwb eng 610 610 DE-600 510 VZ 31.80 bkl Frączak, Oliwia verfasserin aut Biphalin analogs containing β3-homo-amino acids at the 4,4′ positions: Synthesis and opioid activity profiles 2015transfer abstract 6 nicht spezifiziert zzz rdacontent nicht spezifiziert z rdamedia nicht spezifiziert zu rdacarrier In this paper we present the synthesis and biological properties of new biphalin α,β-hybrides, modified in position 4,4′ with β3-homo-amino acids containing hydrazine and 1,2-phenylenediamine linkers. Competitive receptor binding assay shows that analog (Tyr-d-Ala-Gly-β3-h-p-NO2PheNH)2 and (Tyr-d-Ala-Gly-β3-h-p-NO2Phe)2-1,2-phenylenediamine are the most active peptides and slightly μ or δ selective respectively. Structural analysis of analogs with hydrazine and 1,2-phenylenediamine bridges shows high similarity with topographical locations and distances between functional groups of both hybridized pharmacophores. (Tyr-d-Ala-Gly-β3-h-p-NO2PheNH)2 produced greater antinociceptive effect compared to biphalin and morphine after i.t. administration. In this paper we present the synthesis and biological properties of new biphalin α,β-hybrides, modified in position 4,4′ with β3-homo-amino acids containing hydrazine and 1,2-phenylenediamine linkers. Competitive receptor binding assay shows that analog (Tyr-d-Ala-Gly-β3-h-p-NO2PheNH)2 and (Tyr-d-Ala-Gly-β3-h-p-NO2Phe)2-1,2-phenylenediamine are the most active peptides and slightly μ or δ selective respectively. Structural analysis of analogs with hydrazine and 1,2-phenylenediamine bridges shows high similarity with topographical locations and distances between functional groups of both hybridized pharmacophores. (Tyr-d-Ala-Gly-β3-h-p-NO2PheNH)2 produced greater antinociceptive effect compared to biphalin and morphine after i.t. administration. β3-Homo-amino acids Elsevier Antinociceptive potency Elsevier Opioid peptides Elsevier α,β-Peptides Elsevier Biphalin analogs Elsevier Lasota, Anika oth Kosson, Piotr oth Leśniak, Anna oth Muchowska, Adriana oth Lipkowski, Andrzej W. oth Olma, Aleksandra oth Enthalten in Elsevier Science Zhang, Weiwei ELSEVIER Lag projective synchronization of fractional-order delayed chaotic systems 2018 an international journal Amsterdam [u.a.] (DE-627)ELV001598201 volume:66 year:2015 pages:13-18 extent:6 https://doi.org/10.1016/j.peptides.2015.02.004 Volltext GBV_USEFLAG_U GBV_ELV SYSFLAG_U SSG-OPC-MAT 31.80 Angewandte Mathematik VZ AR 66 2015 13-18 6 045F 610 |
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10.1016/j.peptides.2015.02.004 doi GBVA2015007000029.pica (DE-627)ELV023435291 (ELSEVIER)S0196-9781(15)00043-1 DE-627 ger DE-627 rakwb eng 610 610 DE-600 510 VZ 31.80 bkl Frączak, Oliwia verfasserin aut Biphalin analogs containing β3-homo-amino acids at the 4,4′ positions: Synthesis and opioid activity profiles 2015transfer abstract 6 nicht spezifiziert zzz rdacontent nicht spezifiziert z rdamedia nicht spezifiziert zu rdacarrier In this paper we present the synthesis and biological properties of new biphalin α,β-hybrides, modified in position 4,4′ with β3-homo-amino acids containing hydrazine and 1,2-phenylenediamine linkers. Competitive receptor binding assay shows that analog (Tyr-d-Ala-Gly-β3-h-p-NO2PheNH)2 and (Tyr-d-Ala-Gly-β3-h-p-NO2Phe)2-1,2-phenylenediamine are the most active peptides and slightly μ or δ selective respectively. Structural analysis of analogs with hydrazine and 1,2-phenylenediamine bridges shows high similarity with topographical locations and distances between functional groups of both hybridized pharmacophores. (Tyr-d-Ala-Gly-β3-h-p-NO2PheNH)2 produced greater antinociceptive effect compared to biphalin and morphine after i.t. administration. In this paper we present the synthesis and biological properties of new biphalin α,β-hybrides, modified in position 4,4′ with β3-homo-amino acids containing hydrazine and 1,2-phenylenediamine linkers. Competitive receptor binding assay shows that analog (Tyr-d-Ala-Gly-β3-h-p-NO2PheNH)2 and (Tyr-d-Ala-Gly-β3-h-p-NO2Phe)2-1,2-phenylenediamine are the most active peptides and slightly μ or δ selective respectively. Structural analysis of analogs with hydrazine and 1,2-phenylenediamine bridges shows high similarity with topographical locations and distances between functional groups of both hybridized pharmacophores. (Tyr-d-Ala-Gly-β3-h-p-NO2PheNH)2 produced greater antinociceptive effect compared to biphalin and morphine after i.t. administration. β3-Homo-amino acids Elsevier Antinociceptive potency Elsevier Opioid peptides Elsevier α,β-Peptides Elsevier Biphalin analogs Elsevier Lasota, Anika oth Kosson, Piotr oth Leśniak, Anna oth Muchowska, Adriana oth Lipkowski, Andrzej W. oth Olma, Aleksandra oth Enthalten in Elsevier Science Zhang, Weiwei ELSEVIER Lag projective synchronization of fractional-order delayed chaotic systems 2018 an international journal Amsterdam [u.a.] (DE-627)ELV001598201 volume:66 year:2015 pages:13-18 extent:6 https://doi.org/10.1016/j.peptides.2015.02.004 Volltext GBV_USEFLAG_U GBV_ELV SYSFLAG_U SSG-OPC-MAT 31.80 Angewandte Mathematik VZ AR 66 2015 13-18 6 045F 610 |
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10.1016/j.peptides.2015.02.004 doi GBVA2015007000029.pica (DE-627)ELV023435291 (ELSEVIER)S0196-9781(15)00043-1 DE-627 ger DE-627 rakwb eng 610 610 DE-600 510 VZ 31.80 bkl Frączak, Oliwia verfasserin aut Biphalin analogs containing β3-homo-amino acids at the 4,4′ positions: Synthesis and opioid activity profiles 2015transfer abstract 6 nicht spezifiziert zzz rdacontent nicht spezifiziert z rdamedia nicht spezifiziert zu rdacarrier In this paper we present the synthesis and biological properties of new biphalin α,β-hybrides, modified in position 4,4′ with β3-homo-amino acids containing hydrazine and 1,2-phenylenediamine linkers. Competitive receptor binding assay shows that analog (Tyr-d-Ala-Gly-β3-h-p-NO2PheNH)2 and (Tyr-d-Ala-Gly-β3-h-p-NO2Phe)2-1,2-phenylenediamine are the most active peptides and slightly μ or δ selective respectively. Structural analysis of analogs with hydrazine and 1,2-phenylenediamine bridges shows high similarity with topographical locations and distances between functional groups of both hybridized pharmacophores. (Tyr-d-Ala-Gly-β3-h-p-NO2PheNH)2 produced greater antinociceptive effect compared to biphalin and morphine after i.t. administration. In this paper we present the synthesis and biological properties of new biphalin α,β-hybrides, modified in position 4,4′ with β3-homo-amino acids containing hydrazine and 1,2-phenylenediamine linkers. Competitive receptor binding assay shows that analog (Tyr-d-Ala-Gly-β3-h-p-NO2PheNH)2 and (Tyr-d-Ala-Gly-β3-h-p-NO2Phe)2-1,2-phenylenediamine are the most active peptides and slightly μ or δ selective respectively. Structural analysis of analogs with hydrazine and 1,2-phenylenediamine bridges shows high similarity with topographical locations and distances between functional groups of both hybridized pharmacophores. (Tyr-d-Ala-Gly-β3-h-p-NO2PheNH)2 produced greater antinociceptive effect compared to biphalin and morphine after i.t. administration. β3-Homo-amino acids Elsevier Antinociceptive potency Elsevier Opioid peptides Elsevier α,β-Peptides Elsevier Biphalin analogs Elsevier Lasota, Anika oth Kosson, Piotr oth Leśniak, Anna oth Muchowska, Adriana oth Lipkowski, Andrzej W. oth Olma, Aleksandra oth Enthalten in Elsevier Science Zhang, Weiwei ELSEVIER Lag projective synchronization of fractional-order delayed chaotic systems 2018 an international journal Amsterdam [u.a.] (DE-627)ELV001598201 volume:66 year:2015 pages:13-18 extent:6 https://doi.org/10.1016/j.peptides.2015.02.004 Volltext GBV_USEFLAG_U GBV_ELV SYSFLAG_U SSG-OPC-MAT 31.80 Angewandte Mathematik VZ AR 66 2015 13-18 6 045F 610 |
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10.1016/j.peptides.2015.02.004 doi GBVA2015007000029.pica (DE-627)ELV023435291 (ELSEVIER)S0196-9781(15)00043-1 DE-627 ger DE-627 rakwb eng 610 610 DE-600 510 VZ 31.80 bkl Frączak, Oliwia verfasserin aut Biphalin analogs containing β3-homo-amino acids at the 4,4′ positions: Synthesis and opioid activity profiles 2015transfer abstract 6 nicht spezifiziert zzz rdacontent nicht spezifiziert z rdamedia nicht spezifiziert zu rdacarrier In this paper we present the synthesis and biological properties of new biphalin α,β-hybrides, modified in position 4,4′ with β3-homo-amino acids containing hydrazine and 1,2-phenylenediamine linkers. Competitive receptor binding assay shows that analog (Tyr-d-Ala-Gly-β3-h-p-NO2PheNH)2 and (Tyr-d-Ala-Gly-β3-h-p-NO2Phe)2-1,2-phenylenediamine are the most active peptides and slightly μ or δ selective respectively. Structural analysis of analogs with hydrazine and 1,2-phenylenediamine bridges shows high similarity with topographical locations and distances between functional groups of both hybridized pharmacophores. (Tyr-d-Ala-Gly-β3-h-p-NO2PheNH)2 produced greater antinociceptive effect compared to biphalin and morphine after i.t. administration. In this paper we present the synthesis and biological properties of new biphalin α,β-hybrides, modified in position 4,4′ with β3-homo-amino acids containing hydrazine and 1,2-phenylenediamine linkers. Competitive receptor binding assay shows that analog (Tyr-d-Ala-Gly-β3-h-p-NO2PheNH)2 and (Tyr-d-Ala-Gly-β3-h-p-NO2Phe)2-1,2-phenylenediamine are the most active peptides and slightly μ or δ selective respectively. Structural analysis of analogs with hydrazine and 1,2-phenylenediamine bridges shows high similarity with topographical locations and distances between functional groups of both hybridized pharmacophores. (Tyr-d-Ala-Gly-β3-h-p-NO2PheNH)2 produced greater antinociceptive effect compared to biphalin and morphine after i.t. administration. β3-Homo-amino acids Elsevier Antinociceptive potency Elsevier Opioid peptides Elsevier α,β-Peptides Elsevier Biphalin analogs Elsevier Lasota, Anika oth Kosson, Piotr oth Leśniak, Anna oth Muchowska, Adriana oth Lipkowski, Andrzej W. oth Olma, Aleksandra oth Enthalten in Elsevier Science Zhang, Weiwei ELSEVIER Lag projective synchronization of fractional-order delayed chaotic systems 2018 an international journal Amsterdam [u.a.] (DE-627)ELV001598201 volume:66 year:2015 pages:13-18 extent:6 https://doi.org/10.1016/j.peptides.2015.02.004 Volltext GBV_USEFLAG_U GBV_ELV SYSFLAG_U SSG-OPC-MAT 31.80 Angewandte Mathematik VZ AR 66 2015 13-18 6 045F 610 |
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10.1016/j.peptides.2015.02.004 doi GBVA2015007000029.pica (DE-627)ELV023435291 (ELSEVIER)S0196-9781(15)00043-1 DE-627 ger DE-627 rakwb eng 610 610 DE-600 510 VZ 31.80 bkl Frączak, Oliwia verfasserin aut Biphalin analogs containing β3-homo-amino acids at the 4,4′ positions: Synthesis and opioid activity profiles 2015transfer abstract 6 nicht spezifiziert zzz rdacontent nicht spezifiziert z rdamedia nicht spezifiziert zu rdacarrier In this paper we present the synthesis and biological properties of new biphalin α,β-hybrides, modified in position 4,4′ with β3-homo-amino acids containing hydrazine and 1,2-phenylenediamine linkers. Competitive receptor binding assay shows that analog (Tyr-d-Ala-Gly-β3-h-p-NO2PheNH)2 and (Tyr-d-Ala-Gly-β3-h-p-NO2Phe)2-1,2-phenylenediamine are the most active peptides and slightly μ or δ selective respectively. Structural analysis of analogs with hydrazine and 1,2-phenylenediamine bridges shows high similarity with topographical locations and distances between functional groups of both hybridized pharmacophores. (Tyr-d-Ala-Gly-β3-h-p-NO2PheNH)2 produced greater antinociceptive effect compared to biphalin and morphine after i.t. administration. In this paper we present the synthesis and biological properties of new biphalin α,β-hybrides, modified in position 4,4′ with β3-homo-amino acids containing hydrazine and 1,2-phenylenediamine linkers. Competitive receptor binding assay shows that analog (Tyr-d-Ala-Gly-β3-h-p-NO2PheNH)2 and (Tyr-d-Ala-Gly-β3-h-p-NO2Phe)2-1,2-phenylenediamine are the most active peptides and slightly μ or δ selective respectively. Structural analysis of analogs with hydrazine and 1,2-phenylenediamine bridges shows high similarity with topographical locations and distances between functional groups of both hybridized pharmacophores. (Tyr-d-Ala-Gly-β3-h-p-NO2PheNH)2 produced greater antinociceptive effect compared to biphalin and morphine after i.t. administration. β3-Homo-amino acids Elsevier Antinociceptive potency Elsevier Opioid peptides Elsevier α,β-Peptides Elsevier Biphalin analogs Elsevier Lasota, Anika oth Kosson, Piotr oth Leśniak, Anna oth Muchowska, Adriana oth Lipkowski, Andrzej W. oth Olma, Aleksandra oth Enthalten in Elsevier Science Zhang, Weiwei ELSEVIER Lag projective synchronization of fractional-order delayed chaotic systems 2018 an international journal Amsterdam [u.a.] (DE-627)ELV001598201 volume:66 year:2015 pages:13-18 extent:6 https://doi.org/10.1016/j.peptides.2015.02.004 Volltext GBV_USEFLAG_U GBV_ELV SYSFLAG_U SSG-OPC-MAT 31.80 Angewandte Mathematik VZ AR 66 2015 13-18 6 045F 610 |
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Enthalten in Lag projective synchronization of fractional-order delayed chaotic systems Amsterdam [u.a.] volume:66 year:2015 pages:13-18 extent:6 |
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Biphalin analogs containing β3-homo-amino acids at the 4,4′ positions: Synthesis and opioid activity profiles |
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In this paper we present the synthesis and biological properties of new biphalin α,β-hybrides, modified in position 4,4′ with β3-homo-amino acids containing hydrazine and 1,2-phenylenediamine linkers. Competitive receptor binding assay shows that analog (Tyr-d-Ala-Gly-β3-h-p-NO2PheNH)2 and (Tyr-d-Ala-Gly-β3-h-p-NO2Phe)2-1,2-phenylenediamine are the most active peptides and slightly μ or δ selective respectively. Structural analysis of analogs with hydrazine and 1,2-phenylenediamine bridges shows high similarity with topographical locations and distances between functional groups of both hybridized pharmacophores. (Tyr-d-Ala-Gly-β3-h-p-NO2PheNH)2 produced greater antinociceptive effect compared to biphalin and morphine after i.t. administration. |
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In this paper we present the synthesis and biological properties of new biphalin α,β-hybrides, modified in position 4,4′ with β3-homo-amino acids containing hydrazine and 1,2-phenylenediamine linkers. Competitive receptor binding assay shows that analog (Tyr-d-Ala-Gly-β3-h-p-NO2PheNH)2 and (Tyr-d-Ala-Gly-β3-h-p-NO2Phe)2-1,2-phenylenediamine are the most active peptides and slightly μ or δ selective respectively. Structural analysis of analogs with hydrazine and 1,2-phenylenediamine bridges shows high similarity with topographical locations and distances between functional groups of both hybridized pharmacophores. (Tyr-d-Ala-Gly-β3-h-p-NO2PheNH)2 produced greater antinociceptive effect compared to biphalin and morphine after i.t. administration. |
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In this paper we present the synthesis and biological properties of new biphalin α,β-hybrides, modified in position 4,4′ with β3-homo-amino acids containing hydrazine and 1,2-phenylenediamine linkers. Competitive receptor binding assay shows that analog (Tyr-d-Ala-Gly-β3-h-p-NO2PheNH)2 and (Tyr-d-Ala-Gly-β3-h-p-NO2Phe)2-1,2-phenylenediamine are the most active peptides and slightly μ or δ selective respectively. Structural analysis of analogs with hydrazine and 1,2-phenylenediamine bridges shows high similarity with topographical locations and distances between functional groups of both hybridized pharmacophores. (Tyr-d-Ala-Gly-β3-h-p-NO2PheNH)2 produced greater antinociceptive effect compared to biphalin and morphine after i.t. administration. |
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